Lewinsky experimented with designing handbags and purses for her company, "The Real Monica".

On December 14, 2006, Lewinsky graduated with a Masters of Science degree in Social Psychology from the London School of Economics. Lewinsky's thesis is titled "In Search of the Impartial Juror: An exploration of the third person effect and pre-trial publicity". According to her publicist Barbara Hutson, Lewinsky was interviewing for jobs in Britain in early 2007.

In 2009, scholar Ken Gormley had communications with Lewinsky as a part of his in-depth study of the Clinton scandals. She said that Clinton had lied under oath when asked detailed and specific questions about his relationship with her.[2]